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United States Patent |
5,302,194
|
Tanabe
,   et al.
|
April 12, 1994
|
Heat sensitive color developing material
Abstract
A heat sensitive color developing material containing an electron donating
color forming organic compound, a heat activating compound, and a color
developer. These materials have excellent heat sensitivity in which color
can be developed rapidly and can be produced and easily used.
Inventors:
|
Tanabe; Hisaki (Yawata, JP);
Nakae; Yasuhiko (Sakai, JP);
Nakano; Shingi (Takatsuki, JP);
Eguchi; Yoshio (Ikeda, JP)
|
Assignee:
|
Nippon Paint Co., Ltd. (Osaka, JP)
|
Appl. No.:
|
726835 |
Filed:
|
July 8, 1991 |
Foreign Application Priority Data
Current U.S. Class: |
523/161; 106/31.17; 106/31.24; 427/148; 503/209; 503/216; 503/225; 524/84; 524/99 |
Intern'l Class: |
C09D 011/02 |
Field of Search: |
106/21,14.5,21 A
427/148
503/208,209,216,225
|
References Cited
U.S. Patent Documents
3984605 | Oct., 1976 | Kohmura et al. | 427/148.
|
Foreign Patent Documents |
1-294088 | Nov., 1989 | JP | .
|
2-171293 | Jul., 1990 | JP | .
|
Primary Examiner: Skane; Christine
Assistant Examiner: Einsmann; Margaret
Attorney, Agent or Firm: Morrison; Thomas R., Kohli; Vineet
Claims
What is claimed is:
1. A heat sensitive color developing material comprising:
(A) an electron donating color forming organic compound;
(B) a heat activating compound selected from the group consisting of
compounds I, II, and III,
##STR34##
wherein R.sup.1 is selected from the group consisting of H, --R, --OR, a
halogen atom, and a nitro group, X is selected from the group consisting
of AsF.sub.6, SbF.sub.6, BF.sub.4, PF.sub.6, ClO.sub.4, FeCl.sub.4,
CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, wherein R is selected from the
group consisting of alkyl and cycloalkyl of 1 to 12 carbon atoms
substituted by --OH,
##STR35##
wherein R.sup.2 is independently selected from the group consisting of
--COR, --R.sup.1, --OH, a cyano radical, and an amino radical, R.sup.3 is
selected from the group consisting of H, --R, and a halogen atom, A is
selected from the group consisting of
##STR36##
wherein R.sup.4 is independently selected from the group consisting of an
alkyl, alkenyl of 1 to 12 carbon atoms substituted by a group selected
from the group consisting of hydroxy, carboxy, nitro, alkoxy, alkanoyloxy
of 1 to 4 carbon atoms, a phenyl group substituted by one or more of a
halogen atom, nitro, cyano, amino, --R, and --OR, wherein R, R.sup.1 and X
are as defined above,
##STR37##
wherein R.sup.5 is selected from the group consisting of H, --R, alkenyl
of 2 to 3 carbon atoms and R.sup.8, R.sup.6 is selected from the group
consisting of --R, alkenyl of 2 to 3 carbon atoms and R.sup.8, R.sup.7 is
selected from the group consisting of H, hydroxy, --R, --OR, and
--R.sup.8, wherein --R.sup.8 is selected from the group consisting of
phenyl and phenyl substituted by a group selected from the group
consisting of halogen atom, hydroxy, nitro, cyano, --NHR, --R, and --OR, m
is an integer of 1 to 4 and R and X are as defined above, and
(C) a color developer selected from the group consisting of compounds IV,
V, and a resin compound containing a chain of a t-butoxyphenyl group:
##STR38##
wherein Ar is selected from the group consisting of benzene, naphthalene,
and napthalene substituted by a group selected from the group consisting
of t-butyl oxide and R.sup.9, and R.sup.9 is selected from the group
consisting of H, --R, --OR, --OCOR, a halogen atom and a nitro group, and
R is as defined above;
##STR39##
wherein R is as defined above.
2. The heat sensitive color developing material of claim 1, wherein said
electron donating color forming organic compound is a leuco dye.
3. The heat sensitive color developing material of claim 1, wherein said
resin compound has an average molecular weight of from about 500 to about
50,000.
4. The heat sensitive color developing material of claim 1, containing from
0.1 to about 30 weight percent of said activator compound.
5. The heat sensitive color developing material of claim 1, which further
comprises a binder.
6. The heat sensitive color developing material of claim 5, wherein said
binder contains a t-butoxyphenyl group.
7. The heat sensitive color developing material of claim 5, which further
comprises an acid.
8. The heat sensitive color developing material of claim 7, wherein the
acid is selected from the group consisting of carboxylic, sulfonic and
phosphoric acids.
9. The heat sensitive color developing material of claim 5, wherein said
binder is selected from the group consisting of carnauba wax, montane acid
wax, polysulfone ether, polycarbonate, polyarylate, polystyrene,
carboxymethylcellulose, alginic acid, derivatives of alginic acid,
chlorinated paraffin, silicone resin, oxide wax, and acrylic resin.
Description
BACKGROUND OF THE INVENTION
The present invention relates to a heat sensitive color developing material
which can be used as a recording material, and for other purposes.
A conventional heat sensitive color developing material is produced by
dispersing an electron donating color forming organic compound and a
phenolic compound as a color developer into a binder in high
concentrations, and then coating it onto paper. As soon as the phenolic
compound is fused by heating, a phenolic hydroxyl group allows the
electron donating compound to develop color.
However, there are the following disadvantages in the conventional systems:
(1) In general, the phenolic compound is readily soluble in an organic
solvent. When it is mixed with the electron donating organic compound,
they both dissolve and color begins to form immediately prior to heating.
Therefore, the materials do not have an opportunity to dissolve and mix
uniformly with each other.
(2) It is difficult to disperse both materials, i.e., the electron donating
organic compound and the phenolic compound into the binder in finely
divided form (less than one micron) and uniformly.
(3) In order to maintain a suitable heat sensivity under a given
temperature, it is adjusted by the melting point of the phenolic compound.
Suitable phenolic compounds are limited so that it is difficult to
achieve.
Japanese Patent Application Publication No. 62-263525 describes a heat
sensitive color developing material using a compound or resin containing a
neutral t-butyl ester as the electron donating compound, for example, a
leuco compound. When the compound or resin containing the neutral t-butyl
ester radical is heated at temperatures of 200.degree. C. or higher, it
decomposes rapidly into carboxylic acid and isobutane. Due to the presence
of the carboxylic acid, the leuco begins to develop color. This results in
an improvement in the conventional heat sensitive color developing
material using the phenolic compound as a color developing agent.
Japanese Patent Application Publication No. 63-325637 provided improvements
in the above discussed material and found a color developer resolvable at
lower temperatures and obtained a heat sensitive color developing material
color developable at a lower temperature.
OBJECTS AND SUMMARY OF THE INVENTION
Accordingly, it is an object of the invention to provide a heat sensitive
color developing material having an excellent heat sensivity, in which
color can be developed rapidly and which can be easily produced and easily
used.
It is a further object of the invention to provide a heat sensitive color
developing material having an excellent heat sensivity in which color can
be developed rapidly when it is heated at a relatively low temperature.
It is a still further object of the invention to provide color development
of the electron donating color organic compound even when the organic
compound is mixed therewith.
Briefly stated, the present invention provides a heat sensitive color
developing material having unexpected heat sensitivity, from which color
can be developed rapidly and which can be easily produced and easily used.
According to an embodiment of the invention, there is provided a heat
sensitive color material comprising:
(A) an electron donating color forming organic compound;
(B) a heat activating compound selected from the group consisting of
compounds I, II, and III:
##STR1##
wherein R.sup.1 is selected from the group consisting of H, --R, --OR, a
halogen atom, and a nitro group, X is selected from the group consisting
of F.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4,
FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3 and RCOO--, wherein R is selected
from the group consisting of alkyl and cycloalkyl of 1 to 12 carbon atoms
substituted by --OH,
##STR2##
wherein R.sup.2 is independently selected from the group consisting of
R.sup.1, --COR, --OH, a cyano radical, an amino radical, R.sup.3 is
selected from the group consisting of H, --R and a halogen atom, A is
selected from the group consisting of
##STR3##
wherein R.sup.4 is selected from the group consisting of an alkyl and
alkenyl of 1 to 12 carbon atoms substituted by a group selected from the
group consisting of hydroxy, carboxy, nitro, alkoxy and alkanoyloxy of 1
to 4 carbon atoms, a phenyl group substituted by at least one of a halogen
atom, nitro, cyano, amino, --NR.sub.2, --R, and --OR, wherein R, R.sup.1,
and X are as defined above;
##STR4##
wherein R.sup.5 is selected from the group consisting of H, --R, alkenyl
of 2 to 3 carbon atoms and R.sup.8, R.sup.6 is selected from the group
consisting of --R, alkenyl of 2 to 3 carbon atoms and R.sup.8, R.sup.7 is
selected from the group consisting of H, hydroxy, --R, --OR, and
--R.sup.8, wherein --R.sup.8 is selected from the group consisting of
phenyl, phenyl substituted by a halogen atom, hydroxy, nitro, cyano,
--NHR, --R and --OR, m is an integer of 1 to 4 and R and X are as defined
above, and
(C) a color developer is selected from the group consisting of compounds
IV, V, and a resin
##STR5##
wherein Ar is selected from the group consisting of benzene and
naphthalene which may be substituted by one of a t-butyl oxide and a
R.sup.9, and R.sup.9 is selected from the group consisting of H, --R,
--OR, --OCOR, a halogen atom and nitro group, and R is as defined above;
##STR6##
wherein R is as defined as above, and a resin compound of average
molecular weight of about 500 to 50,000 containing a chain of a
t-butoxyphenyl group.
The electron donating color developing organic compound (A) is a colorless
or light color compound. When the electron is removed by, for example,
oxidation, it is changed into a dark color compound, which may be a leuco
dye which is normally used for the heat sensitive recording material.
Typically, the leuco dye is selected from one or more of the following
groups: triphenyl methane phthalide, fluoran, phenothazine, indolyl
phthalide, leucoauramine, rhodamine lactone, indoline, triphenyl methane,
araphthalimide, chromenoindole or triazine. Preferably, these compounds
are selected from crystal violet lactone,
3,3-bis(p-dimethylaminophenyl)-6-dimethylaminophthalide,
3,3-bis(p-dimethylaminophenyl) phthalide,
3-(p-dimethylaminophenyl)-3-(1,2-methylindole-3-ile) phthalide,
3-(p-dimethylaminophenyl)-3-(2-methylindole-3-il) phthalide,
3-(p-diethylaminophenyl)-3-(1-ethyl-2-methylindole-3-il) phthalide,
3-(p-dimethylaminophenyl)-3-(2-phenylindole-3-ile) phthalide,
3,3-bis-(1,2-dimethylindole-3-ile)-5-dimethylaminophthalide,
3,3-bis-(1,2-dimethylindole-3-ile)-6-dimethylphthalide,
3,3-bis-(1-n-butyl-2-methylindole-3-ile) phthalide,
3,3-bis-(9-ethylcarbazole-3-ile)-5-dimethylaminophthalide,
3,3-bis-(2-phenylindole-3-ile)-5-dimethylaminophthalide,
3-p-dimethylaminophenyl-3-(1-methylpyrole-2-ile)-6-dimethylaminophthalide,
4-4.sup.1 -bis-dimethylaminobenzylhydolinebenzylethyl,
N-halophenylleucoauramine, N-2,4,5,-trichlorophenylleucoauramine,
rhodamine-(p-nitroanilino) lactam, 3-dimethylamino-6-methoxyfluoran,
3-diethylamino--7-methoxyfluoran, 3-diethylamino-7-chloro-6-methylfluoran,
3-diethylamino-7-(acetylmethylamino) fluoran,
3-diethylamino-7-(dibenzylamino) fluoran,
3-diethylamino-7-(chloroethylmethylamino) fluoran,
3-dibutylamino-6-methyl-7-anilino fluoran, benzoylleucomethylene
blue-3,7-bis(dimethylamino)-10-benzoylphenotriazine,
p-nitrobenzylleucomethylene blue, 3-methyl-spiro-dinaphthopyrane,
3-ethyl-spiro-dinaphthopyrane, 3,3.sup.1 -dichloro-spiro-dinaphthopyrane,
3 -benzyl-spiro-dinaphthopyrane,3-methyl-naphtho-(3-methoxybenzo)spiropyra
ne, and the like.
By heating the heat activating compound (B) according to this invention,
the color developer is produced. The heat activator has been described
according to the formulae I to III depicted supra. The aromatic sulfonium
organic acid salts of formula I may be depicted as follows:
##STR7##
These aromatic sulfonium organic acid salts can be easily produced by
reacting, e.g., thiopene with the corresponding benzyl halide, and then
carrying out a salt exchange.
The aromatic ammonium organic acid salts of formula II may be depicted as
follows:
##STR8##
wherein R.sup.2, R.sup.3 and X are as defined above, and
##STR9##
wherein R.sup.3' is H, --R, or a halogen atom, R.sup.2, R.sup.4, and X are
as defined above.
Additional ammonium compounds are depicted by the following formulae:
##STR10##
The aromatic ammonium organic acid salts may be produced easily by
reacting, e.g., a pyridine group or an amine group with benzylhalide, and
then carrying out a salt exchange.
Ammonium organic salts may also be depicted by the following formula:
##STR11##
The ammonium organic acid salts represented by the foregoing formulae can
be produced by acetalizing an aldehyde or ketone with an alkylamine as
follows:
##STR12##
wherein R.sup.5, R.sup.7 and m are as defined above.
In the next step, the product is reacted with an alkyl halide as follows:
##STR13##
wherein R.sup.5, R.sup.6, R.sup.7 and m are as defined above, and X is a
halogen atom.
Lastly, the ammonium organic acid salts are obtained by carrying out a salt
exchange.
The heat activating compounds depicted by the previous formulae may be used
individually or in combination. When these compounds are heated at
temperatures of from about 60.degree. to about 160.degree. C. a carbonium
cation is produced, i.e.,:
##STR14##
thereby enabling the development of color of the electron donating organic
compound. However, these compounds are relatively expensive. Moreover,
when these compounds are used as the color developer, large quantities are
required such as from about 10 to about 50% of the total solid part of the
heat sensitive color developing material.
According to a further feature of the invention, when the compounds
depicted supra, are combined with a t-butoxyphenyl group, it is rapidly
converted to a hydroxyphenyl group and isobutane. The hydroxyphenyl group
causes the opening of the lactone ring of the color developing organic
compound, thereby enabling effective color development. Accordingly, when
the heat activating compound and the compound having the t-butoxyphenyl
group are both present, color can be developed economically with a small
quantity of heat activator. In addition, by selecting a preferred heat
activating compound, it is possible to control the color developing
temperature of the heat sensitive color developing material.
The compounds which contain a t-butoxyphenyl group are selected from one or
more of the following:
##STR15##
As discussed above, the color developer may be a resin compound having a
t-butoxyphenyl group. The average molecular weight of the resin compound
is between about 500 to about 50,000. If the molecular weight is less than
500, it becomes sticky, and not capable of forming a film and loses the
function of a binder. If the molecular weight is greater than 50,000, the
resin compound becomes a high strength film, so that the thermal
decomposition of t-butoxyphenyl is delayed and color development is
inferior.
A suitable resin is a single polymer having a t-butoxyphenyl group, and
copolymers thereof. These include the following, such as p-t-butoxy
styrene and 1-t-butoxy-4-arylenebenzene, or the like, said compounds being
depicted by the following formulae, respectively:
##STR16##
The copolymers are produced from one or more of the following comonomers:
an ester of acrylic or methacrylic acid, methyl acrylic acid, ethyl
acrylic acid, n-propyl acrylic acid, isobutyl acrylic acid, cyclohexyl
acrylic acid, 2-ethylhexyl acrylic acid, octyl acrylic acid, 2-ethyloctyl
acrylic acid, dodecyl acrylic acid, benzyl acrylic acid, methyl
methacrylic acid, ethyl methacrylic acid, n-propyl methacrylic acid,
isopropyl methacrylic acid, n-butyl methacrylic acid, isobutyl methacrylic
acid, hexyl methacrylic, cyclohexyl methacrylic acid, 2-ethylhexyl
methacrylic acid, octyl methacrylic acid, 2-ethyloctyl methacrylic acid,
benzyl methacrylic acid, dodecyl methacrylic acid, phenyl methacrylic
acid, 2-hydroxypropyl methacrylic acid, 2-hydroxyethyl methacrylic acid,
2-hydroxypropyl methacrylic acid, or ester of methacrylic or acrylic acid
containing a hydroxyl group.
Other ethylene unsaturated monomers which may be used include dialylester
fumaric acid, dialylester itacanic acid, styrene, vinyltoluene,
.alpha.-methylstyrene, acrylonitrile, methacrylonitrile, acrylamide,
methacrylamide, vinyloxazoline, vinyl acetic acid, vinyl propionic acid,
laurylvinyl ether, a vinyl monomer containing halogen, a vinyl monomer
containing silicon, and the like.
A radical polymer initiator may be used as a polymer initiator. These
include, for example, azoisobutylnitrile, benzoyl peroxide,
t-butylperoxy-2-ethylhexanoate, and the like.
A suitable solvent may also be included.
The polymer initator is generally used in amounts of from about 0.5 to
about 10 weight percent based on 100 percent of polymer oriented monomer
having t-butoxyphenyl groups, and the copolymer-oriented monomer is about
20 to 80 weight percent.
The resin composition may be prepared by conventional techniques wherein
the components are mixed together for a period of from about 3 to about 8
hours at a temperature of from about 20.degree. to about 80.degree. C.
Since the heat sensitive color developing material is used in a film form,
a film forming macromolecular substance, i.e., binder may also be included
in the formulation. Such a film forming macromolecular substance may be a
resin compound containing a t-butoxyphenyl group. In this case, it is not
required to use any specific film forming macromolecular substance. Any
suitable macromolecular substance not including any acid radical may be
used.
In the situation where the heat sensitive coloring developing material is,
e.g., a heat sensitive recording paper, the macromolecular substance must
satisfy the following requirements in view of the high speed recording.
1. To very finely disperse the heat sensitive dye, color developer, and the
like.
2. Attain a good thermal conductivity.
3. Easily generate a thermal reaction of the heat sensitive dye and color
developer.
4. Attain a desirable melting point.
5. The ability to dissolve in a conventional solvent or water.
There are available setting-type heat sensitive recording paper or a
simultaneously multiple recording paper. The macromolecular substance or
binder must also meet these requirements. Accordingly, the following
resins containing t-butoxyphenyl groups are preferred: carnauba wax,
montane acid wax, polysulfoneether, polycarbonate, polyarylate,
polystyrene, carboxymethylcellulose, alginic acid and its derivatives,
chlorinated parafin, silicone resin, oxide wax, acrylic resin, and the
like.
However, any acid radical that reacts with the leuco compound such as
carboxylic, sulfonic, phosphoric acid, and the like may be contained in
the binder.
Further, a suitable solvent or wax may be added to the heat sensitive color
developing material.
The heat sensitive color developing material contains from 0.1 to about 30,
preferably from about 1 to about 10 weight percent based upon 100 weight
percent of the heat activator. The color developer is present in amounts
of from about 10 to about 70, preferably from about 20 to about 60 weight
percent. The film forming macromolecular substance is present in amounts
of from about 20 to about 70, preferably from about 30 to about 60 weight
percent.
The heat sensitive color developing material may be prepared by
conventional methods such as by mixing the components and heating.
The heat sensitive recording paper may be produced by coating from 1 to
about 10 g/m.sup.2 of the heat sensitive color developing material onto a
suitable paper and then drying the same.
EXAMPLES
The following TABLE demonstrates the combination of a color forming organic
compound combined with a heat activator and color developer, which are
identified below, an acrylic resin which is 30 parts methylmethacrylate
and 70 parts n-butylmethacrylate having an average molecular weight of
about 7100, and tetrahydrofuran. These were mixed together prior to use.
The compositions so produced were coated onto a sheet which was heated to
the temperature shown in the TABLE and cooled to room temperature of
approximately 25.degree. C. The color changing conditions were then
observed. The results are shown in the TABLE. The temperature indicated in
the TABLE is in .degree.C., and the color change is indicated as O which
means that the color was essentially unchanged and X which means that the
color essentially disappeared.
TABLE 1
__________________________________________________________________________
COLOR COLOR CHANGE STARTING
FORMING temp. (.degree.C.)
(weight part)COMPOUNDORGANIC
(weight part)ACTIVATORHEAT
(weight part)DEVELOPERCOLOR
(weight part)ACRYLIC RESIN.sup.1)
##STR17## DEGREE.sup.2)COLO
RING
__________________________________________________________________________
EMBODIMENT
1 No. 1 (1.0)
No. 4 (0.2)
No. 12 (10.0)
(5)
##STR18## .smallcircle.
2 No. 1 (1.0)
No. 5 (0.2)
No. 13 (10.0)
(5)
##STR19## .smallcircle.
3 No. 1 (1.0)
No. 6 (0.2)
No. 14 (10.0)
(5)
##STR20## .smallcircle.
4 No. 2 (1.0)
No. 7 (0.2)
No. 15 (10.0)
(5)
##STR21## .smallcircle.
5 No. 3 (1.0)
No. 8 (0.2)
##STR22##
(5)
##STR23## .smallcircle.
6 No. 1 (1.0)
No. 4 (0.2)
No. 18 (10.0)
--
##STR24## .smallcircle.
7 No. 1 (1.0)
No. 6 (0.2)
No. 18 (10.0)
--
##STR25## .smallcircle.
8 No. 1 (1.0)
No. 7 (0.2)
No. 18 (10.0)
--
##STR26## .smallcircle.
9 No. 2 (1.0)
No. 9 (0.2)
No. 19 (10.0)
--
##STR27## .smallcircle.
10 No. 3 (1.0)
No. 10 (0.2)
No. 19 (10.0)
--
##STR28## .smallcircle.
11 No. 1 (1.0)
No. 11 (0.2)
No. 19 (10.0)
--
##STR29## .smallcircle.
12 No. 2 (1.0)
No. 4 (0.2)
No. 20 (10.0)
--
##STR30## .smallcircle.
COMPARISON
1 No. 1 (1.0) bisphenol A (10.0)
(5) when dissolving with a
--lvent
(THF), color was changed
to a blue color
2 No. 2 (1.0) p-t-butylphenol (10.0)
(5) when dissolving with a
--lvent
(THF), color was changed
to a red color
3 No. 3 (1.0) 4-nitrophenol (10.0)
(5) when dissolving with a
--lvent
(THF), color was changed
to a black color
4 No. 1 (1.0)
No. 4 (0.2)
No. 17 (10.0)
(5)
##STR31## X
5 No. 3 (1.0)
No. 4 (0.2)
No. 21 (10.0)
--
##STR32## X
[(THF) = tetrahydrofuran]
__________________________________________________________________________
Remarks =-
.sup.1) methylmethacrylate/nbutylmethacrylate = 30/70 copolymer average
molecular weight = 7100
.sup.2) the color condition at the heating time was cooled to a room
temperature (25.degree. C.). then the coloring condition was evaluated.
.smallcircle.: Color hardly disappears
X: Color disappears greatly
With the formation as shown in the TABLE, the color forming organic
compound, heat activating compound, color developer, acrylic resin, and
tetrahydrofuran were mixed together. This product was then coated in a
solid portion of 2 to 4 g/m.sup.2 on a good quality paper, thereby
producing a sheet having a color developing composition. Then, by heating
the sheet, its color changing conditions were observed. The results are
shown in the TABLE. The color changing temperature indicates degrees
centigrade, and the color change is indicated with an arrow.
Compounds 1 to 21 listed in the TABLE are as follows: Compound No. 1:
3-(4-diethylaminophenyl)-3-(1-ethyl methylindole-3-ile) phthalide.
##STR33##
Compound No. 17: di t-butylazipate
Compound No. 18: a radical copolymer having
p-t-butoxystyrene/2-ethylhexylacrylate in a 70/30 weight ratio, with an
average molecular weight of 8500.
Compound No. 19: a radical copolymer having
p-t-butoxystyrene/n-butylacrylate in a 50/50 weight ratio, with an average
molecular weight of 7800.
Compound No. 20: a radical copolymer having p-t-butoxystyrene/t-butyl
acrylate/2-ethylhexylmethacrylate in a 40/20/40 weight ratio, with an
average molecular weight of 9200.
Compound 21: a radical copolymer having
t-butylmethacrylate/laurylmethacrylate in a 70/30 weight ratio, with an
average molecular weight of 10500.
As discussed previously, according to this invention, the electron-provided
color forming organic compound, heat activator and the compound containing
t-butoxyphenyl are dispersed in the film forming macromolecular substance,
and the product is coated on paper, and the like. Although the foregoing
compounds are all dissolved and then mixed with the film forming
macromolecular substance, no color is developed, so that it is very easy
to coat such product on the paper. Further, the coated paper develops no
color unless it is heated. Additionally, it is possible to develop color
rapidly even at a relelatively lower heating temperature. Also, it is
possible to develop color very effectively with only a small amount of
heat activator compound. Since the heat activator is relatively expensive,
this results in an economic advantage.
When the resin compound having a t-butoxyphenyl group has a film forming
property, it is not required that the aforementioned film-forming
substance be used.
Having described preferred embodiments of the invention with reference to
the accompanying drawings, it is to be understood that the invention is
not limited to the precise embodiments and that various changes and
modifications may be affected therein by one skilled in the art without
departing from the scope or spirit of the invention which is limited only
by the appended claims.
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